JPS5735545A - Preparation of n-alkylalkylenediamine - Google Patents
Preparation of n-alkylalkylenediamineInfo
- Publication number
- JPS5735545A JPS5735545A JP11159080A JP11159080A JPS5735545A JP S5735545 A JPS5735545 A JP S5735545A JP 11159080 A JP11159080 A JP 11159080A JP 11159080 A JP11159080 A JP 11159080A JP S5735545 A JPS5735545 A JP S5735545A
- Authority
- JP
- Japan
- Prior art keywords
- alkylalkylenediamine
- alkylenediamine
- aliphatic aldehyde
- prepare
- solvent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
- C07C209/26—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
- C07C211/10—Diaminoethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: To prepare an N-alkylalkylenediamine in simple operations in high yield, by adding an aliphatic aldehyde in a solvent to an alkylenediamine slowly under pressure of hydrogen in the presence of a platinum group metal instead of addition in one step.
CONSTITUTION: An alkylenediamine, e.g. ethylenediamine or propylenediamine, is brought into contact with an aliphatic aldehyde, e.g. formaldehyde or acetaldehyde, in a rection solvent, e.g. methanol, in the presence of a platinum group catalyst, e.g. Pd, under pressure of hydrogen [2W80kg/cm2 (gauge)] to prepare an N-alkylalkylenediamine. In the process, the aliphatic aldehyde is slowly added to the alkylenediamine.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55111590A JPS6033423B2 (en) | 1980-08-13 | 1980-08-13 | Process for producing N-alkylalkylene diamine |
| DE19813128810 DE3128810A1 (en) | 1980-08-13 | 1981-07-21 | METHOD FOR PRODUCING N-ALKYL-ALKYLENE DIAMINES |
| US06/286,030 US4373107A (en) | 1980-08-13 | 1981-07-22 | Process for preparing N-alkyl-alkylene-diamines |
| GB8122958A GB2082172B (en) | 1980-08-13 | 1981-07-24 | Process for preparing n-alkyl-alkylenediamines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55111590A JPS6033423B2 (en) | 1980-08-13 | 1980-08-13 | Process for producing N-alkylalkylene diamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5735545A true JPS5735545A (en) | 1982-02-26 |
| JPS6033423B2 JPS6033423B2 (en) | 1985-08-02 |
Family
ID=14565215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55111590A Expired JPS6033423B2 (en) | 1980-08-13 | 1980-08-13 | Process for producing N-alkylalkylene diamine |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4373107A (en) |
| JP (1) | JPS6033423B2 (en) |
| DE (1) | DE3128810A1 (en) |
| GB (1) | GB2082172B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100608254B1 (en) | 2005-01-12 | 2006-08-02 | 홍진희 | Process for preparing thiatia decamethylene tetramine adsorbent |
| JP2008534585A (en) * | 2005-03-28 | 2008-08-28 | アルベマール・コーポレーシヨン | Diimines and secondary diamines |
| JP2010184931A (en) * | 2002-07-22 | 2010-08-26 | Huntsman Petrochemical Corp | Method for producing secondary amine |
| CN110627654A (en) * | 2019-09-28 | 2019-12-31 | 四川之江高新材料股份有限公司 | Amine methylation method |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5919480A (en) * | 1982-07-26 | 1984-01-31 | Olympus Optical Co Ltd | solid-state imaging device |
| SE461095B (en) * | 1983-09-09 | 1990-01-08 | Berol Kemi Ab | AMINING PROCEDURE USING A RUTENIUM DOPPED NICKEL AND / OR COVOLT CATALYST |
| DE3602527A1 (en) * | 1986-01-29 | 1987-07-30 | Basf Ag | METHOD FOR PRODUCING DI-TERT.-BUTYL-ETHYLENE DIAMINE |
| DE3741726A1 (en) * | 1987-12-09 | 1989-06-22 | Ruhrchemie Ag | METHOD FOR PRODUCING TERTIAL N, N-DIMETHYLAMINES |
| US5225597A (en) * | 1992-03-13 | 1993-07-06 | Uop | Selective, high purity preparation of N-monoalkyl alkylenediamines |
| US8076518B2 (en) | 2005-03-28 | 2011-12-13 | Albemarle Corporation | Chain extenders |
| US7964695B2 (en) * | 2005-03-28 | 2011-06-21 | Albemarle Corporation | Chain extenders |
| EP2102265A1 (en) * | 2007-01-10 | 2009-09-23 | Albermarle Corporation | Formulations for reaction injection molding and for spray systems |
| CN102816071B (en) * | 2012-08-25 | 2014-05-07 | 太原理工大学 | Synthesis method of N-ethyl ethylene diamine |
| US12552735B2 (en) | 2019-12-19 | 2026-02-17 | Syensqo Sa | Process for the synthesis of twin-tail triamines |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2317757A (en) * | 1940-04-12 | 1943-04-27 | Graf Roderich | Alkylene-polyamines and a process of preparing them |
| FR1492863A (en) * | 1966-03-31 | 1967-08-25 | Electrochimie Soc | Improvements to nu-methylbutylamine manufacturing processes |
-
1980
- 1980-08-13 JP JP55111590A patent/JPS6033423B2/en not_active Expired
-
1981
- 1981-07-21 DE DE19813128810 patent/DE3128810A1/en not_active Ceased
- 1981-07-22 US US06/286,030 patent/US4373107A/en not_active Expired - Fee Related
- 1981-07-24 GB GB8122958A patent/GB2082172B/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010184931A (en) * | 2002-07-22 | 2010-08-26 | Huntsman Petrochemical Corp | Method for producing secondary amine |
| KR100608254B1 (en) | 2005-01-12 | 2006-08-02 | 홍진희 | Process for preparing thiatia decamethylene tetramine adsorbent |
| JP2008534585A (en) * | 2005-03-28 | 2008-08-28 | アルベマール・コーポレーシヨン | Diimines and secondary diamines |
| JP4797063B2 (en) * | 2005-03-28 | 2011-10-19 | アルベマール・コーポレーシヨン | Diimines and secondary diamines |
| CN110627654A (en) * | 2019-09-28 | 2019-12-31 | 四川之江高新材料股份有限公司 | Amine methylation method |
| CN110627654B (en) * | 2019-09-28 | 2022-05-06 | 四川之江高新材料股份有限公司 | Methods for the methylation of amines |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6033423B2 (en) | 1985-08-02 |
| DE3128810A1 (en) | 1982-03-18 |
| US4373107A (en) | 1983-02-08 |
| GB2082172A (en) | 1982-03-03 |
| GB2082172B (en) | 1984-05-10 |
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